Monsanto Vacation Rentals

Q: What's the top vacation rental in Monsanto?

Borgo Argiano : Visitors like this Monsanto vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

Where to?

Dates

November 2026

December 2026

Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Monsanto vacation rentals

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

1. Palazzo Pacini

Colle di Val d'Elsa

John

$115 nightly

Dec 2 - Dec 3

Total with taxes and fees

A table with breakfast items and a view of rolling hills.

2. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

$72 nightly

Nov 18 - Nov 19

Total with taxes and fees

An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

3. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

$107 nightly

Dec 2 - Dec 3

Total with taxes and fees

A dining area with a table set for two, featuring a view of greenery through a window.

4. La Locanda di Pietracupa

Tavarnelle Val di Pesa

Isabell

$145 nightly

Nov 14 - Nov 15

Total with taxes and fees

A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

5. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

$123 nightly

Nov 16 - Nov 17

Total with taxes and fees

A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

6. Terre di Baccio

Greve in Chianti

Gage

$238 nightly

Nov 14 - Nov 15

Total with taxes and fees

An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

7. B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

Stella

$116 nightly

Nov 12 - Nov 13

Total with taxes and fees

An arched entrance with a lantern above, flanked by two potted plants.

8. Villa il Fedino

San Casciano in Val di Pesa

Justyna

$159 nightly

Nov 24 - Nov 25

Total with taxes and fees

A view from a window overlooking a rural landscape with fields and a distant mountain range.

9. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

$104 nightly

Dec 2 - Dec 3

Total with taxes and fees

A rustic stone building with a courtyard.

10. Fullino Nero

Siena

Annie

$101 nightly

Nov 19 - Nov 20

Total with taxes and fees

A stone building with a yellow sign reading "b&b erioico".

11. L' Eroico

Gaiole in Chianti

Angela

$129 nightly

Nov 12 - Nov 13

Total with taxes and fees

An open wooden door leading to an outdoor patio with a table and chairs.

12. Palazzo al Torrione 2

San Gimignano City Centre

Klaus

$119 nightly

Nov 12 - Nov 13

Total with taxes and fees

A building with a wooden door, windows with shutters, and flower boxes.

13. Donna Nobile

San Gimignano City Centre

Treena

$77 nightly

Dec 8 - Dec 9

Total with taxes and fees

A spacious indoor area with arched windows, wooden furniture, and hanging plants.

14. Relais Villa Olmo - Place of Charme

Impruneta

Michael

$90 nightly

Nov 26 - Nov 27

Total with taxes and fees

A narrow street with stone buildings, wooden doors, and a brick pathway.

15. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

$99 nightly

Nov 20 - Nov 21

Total with taxes and fees

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

16. Tuscasì Aparthotel

Sovicille

Sergey

$73 nightly

Nov 19 - Nov 20

Total with taxes and fees

A balcony with a table and chairs, a railing, and a view of a town and hills.

17. Residence Il Connubio

Impruneta

Damian

$73 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

18. Guild Living Siena Senior Resort & Residence

Scacciapensieri

"We booked this last - minute and were really impressed with the whole experience. The property and grounds are beautiful. Staff was so friendly and helpful. The rooms were well appointed and quiet. Beds were too firm for our liking, but it was easy to overlook as the entire stay was really great. Good options in the restaurant too. The block of hotel rooms is in a retirement resort, which I think is a wonderful idea! Very much enjoyed our stay. We had a car and parking was free."

Heidi

$97 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern lobby with white leather sofas, a glass coffee table, and potted plants.

19. ApartHotel Anghel

Siena

clifford

$52 nightly

Dec 1 - Dec 2

Total with taxes and fees

A stone courtyard with a bench, potted plants, and a building in the background.

20. Casa di Campagna in Toscana

Sovicille

Sally

$68 nightly

Nov 16 - Nov 17

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Monsanto Hotel Reviews

A person sitting by a swimming pool with a stone building in the background.

Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

10/10 Excellent

We cannot recommend this hotel enough. The price was so worth it. The resort has a delicious restaurant, comfortable and luxurious accommodations, a lovely bar, relaxing pool area, and the most amazing Tuscan hills view. We can attest that the romantic sunset they promote is spot on. There is a quaint downtown a 10 minutes walk away as well. It was conveniently located to Florence and many other Tuscan locations. It was amazing to get an authentic Tuscan experience.

Alyssa

A swimming pool, steps, and a grassy area with umbrellas.

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Excellent

Fred

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

Villa Sabolini

Colle di Val d'Elsa

10/10 Excellent

Mark

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

Hotel Borgo San Luigi

Monteriggioni

10/10 Excellent

James

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

Belvedere di San Leonino

Castellina in Chianti

10/10 Excellent

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Excellent

Jeffrey

A spa area with a stone ceiling, a pool, and two sun loungers.

Hotel Palazzo San niccolò & Spa

Radda in Chianti

10/10 Excellent

Drew

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

Villa I Barronci Resort & Spa

San Casciano in Val di Pesa

10/10 Excellent

Limited transportation and the taxis were extremely expensive they will charge 165 euros one way for 30 minute drive. If you plan to go to Tuscany you need a car btw most cars are manual I don’t know how to drive it so I was stuck in the hotel for few days. To use public transportation you need to walk 39 minutes and is a lil dangerous because they don’t have side walk in the 15minutes from your trip.

Lourdes

A spacious interior with high arched ceilings, stone walls, and a central round mirror reflecting the room. Tables and chairs are arranged for dining or socializing.

COMO Castello Del Nero

Tavarnelle Val di Pesa

10/10 Excellent

Lauren

A spa area with stone walls, a white massage chair, and a potted plant.

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Excellent

Anonymous traveler

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

Hotel Casafrassi

Castellina in Chianti

10/10 Excellent

Rita

A table set for dining with a view of a vineyard.

La Cisterna

San Gimignano City Centre

10/10 Excellent

Old hotel in an old mountain top town. Given the limitations of this environment the Cisterna is a great little hotel that met all of our needs .The Cisterna is located in Cisterna Square in town close to sights, dining and a valley view walkway. The views to the valley from the rooms is amazing. The rooms are a good size and are modernized and comfortable. The staff is great (friendly and helpful). Many choices for dining close by (in the square) but others will require some minor hills and...

David

A historic street with a hotel entrance featuring an arched doorway and potted plants.

Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

10/10 Excellent

Dorothy

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

Palazzo di Valli

Siena

10/10 Excellent

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

Hotel Leon Bianco

San Gimignano City Centre

10/10 Excellent

We loved this place! Getting here was a bit tricky, as the map we were given in the welcome email was of bad quality, so it didn't take us to the correct place right away, but we figured it out, very minor. I'm sure you can ask for a better quality map. When we arrived to check in, we were greeted by Lisa, who was oh so very helpful! She showed us where laundry was, asked all questions we had about WIFI and other hotel things, recommended us 3 terrific places to eat dinner on each of our 3...

Todd

Find out more about Monsanto

Everything you need to know about Monsanto vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monsanto vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monsanto vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monsanto vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monsanto. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monsanto in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $50 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monsanto rentals

At Expedia, we put the best Monsanto vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monsanto rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monsanto vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monsanto. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a vacation rental in Monsanto?

Yes, you can find vacation rentals near well known points of interest in Monsanto, or you can choose a more remote option if you want a relaxing place to stay. Monsanto is known for its wineries.

What's the top vacation rental in Monsanto?

Borgo Argiano: Visitors like this Monsanto vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

What’s there to see and do in Monsanto?

While exploring the area, visit family-friendly sights like Chianti Observatory, or get outside and enjoy nature at Sentierelsa Trail. Other places in town to visit include Castello di Monsanto and Castello della Paneretta.

What’s a vacation rental in Monsanto like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Monsanto. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.

Monsanto Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Monsanto vacation rentals

1. Palazzo Pacini

2. Chianti Village Morrocco

3. Antica Pieve B&B

4. La Locanda di Pietracupa

5. Agriturismo La Ferrozzola

6. Terre di Baccio

7. B&B La Fonte del Machiavelli

8. Villa il Fedino

9. B&B Palazzo Tortoli

10. Fullino Nero

11. L' Eroico

12. Palazzo al Torrione 2

13. Donna Nobile

14. Relais Villa Olmo - Place of Charme

15. Materia Rooms San Gimignano

16. Tuscasì Aparthotel

17. Residence Il Connubio

18. Guild Living Siena Senior Resort & Residence

19. ApartHotel Anghel

20. Casa di Campagna in Toscana

Find vacation rentals that suit your style

Top Monsanto Hotel Reviews

Hotel Borgo di Cortefreda Relais - Place of Charme

10/10 Excellent

Find out more about Monsanto

Everything you need to know about Monsanto vacation rentals

Monsanto vacation rentals: An excellent choice for every season

How to find incredible deals on Monsanto rentals

Frequently Asked Questions

Can I find a vacation rental in Monsanto?

What's the top vacation rental in Monsanto?

What’s there to see and do in Monsanto?

What’s a vacation rental in Monsanto like?

Explore a world of travel with Expedia